Author's note; just so you, audience, have an idea of what and what will unfold..
(all info here is adapted and based on canon, actual Oregairu storyline. [with major augments)
The Cynic and Fire Queen plot
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Storyline Year: 2017-2019
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Yukinoshita Yukino, AKA Ice Queen, age 16. born 2001, January 3
Mother is a businesswoman and de facto head of the family, referred as the "Real Ice Queen"
Father is a politician, member of the Chiba prefecture diet, CEO of a certain construction company, referred to as the "Father of Ice"
Studied in the USA during elementary and middle school, for eight years (Grades 1-6, 1st-2nd years)
Transferred back to Japan during third year of middle school (Random school)
Currently in Soubu High, second year
Yukinoshita Haruno is her older sister
Youngest of the two heirs of the Yukinoshita Family
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Hayama Hayato, AKA the Prince, age 17. born 2000, September 28
Father is a lawyer and legal advisor to Mr. Yukinoshita, referred to as the "King"
Mother is a doctor of medicine
Grandfather on mother's side is a family doctor
Studied in the USA during elementary and middle school for nine years (Grades 1-6, 1s-3rd years)
Transferred back to Japan and into Soubu High after finishing middle school
Sole heir of the Hayama Family
Currently in Soubu High, second year
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Miura Yumiko, AKA the Fire Queen, age 16. born 2001, December 12
Father (Miura Saitou) is a former statesman and businessman, currently a travelling physician, referred as the "Recluse"
Mother is an wealthy Englishwoman from England, passed away when Yumiko was 10 years old
Grandmother (Miura Miyako) is a businesswoman and machiavellian, referred as the "Sage"
Studied in the USA during elementary and middle school for nine years (Grades 1-6, 1s-3rd years)
Transferred back to Japan and into Soubu High during third year of middle school
Currently in Soubu High, second year
Intended heir of the Miura Family
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Hikigaya Hachiman, AKA the "Cynic" age 17. Born 2000, August 8
Father and mother are corporate workers under a business influenced by the Yukinoshita
Advanced studying in different academic disciplines (Mathematics, Science, arts)
A cynic, logician and philosopher
Close friend of Miura Yumiko
Becomes an "éminence grise" to the Miura Family
"Assistant" of Miura Miyako
Rival of Haruno and eventually, the Yukinoshita and Hayama
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Yukinoshita Haruno, AKA the "Devil" age 20. Born 1997, july 7
Mother is a businesswoman, COO (second in command) of her husband's corporation and de facto head of the family, referred as the "Real Ice Queen"
Father is a politician, member of the Chiba prefecture diet, CEO of a corporation, referred to as the "Father of Ice"
Studied Law and Politics, successor to Mr. Yukinoshita
Studied in the USA alongside Yukino during elementary, middle and high school, for eight years (Grades 4-6, 1st-3rd years, Senior High 1-3rd years)
Transferred back to Japan during third year of middle school (Random school)
Currently in college
Yukinoshita Yukino is her younger sister
Oldest heir of the Yukinoshita Family
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The Miura Family is the former rival of the Yukinoshita and Hayama. Their wealth is bigger than the two combined, until a feud caused the Miura to split.
The Hayama Family is currently the wealthier of the three, acting as the legal advisor and ally of the Yukinoshita. Former ally of the Miura.
The Yukinoshita is currently the most powerful of the three, controlling the politics and corporate world in Chiba.
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September - October
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Unkillable [after cultural festival] (8man social suicide)
Consequence (8man&Yumiko confrontation)
Antidote (leaving the club, 8man&Yumiko friendship)
Tandem (8man&Yumiko bonding)
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November
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Revelations [after Kyoto arc.] (AU. Yumiko asks the service club about Hayato's future courses earlier than in canon.) (8man&Hayato confrontation)
Pawns (8man rebuilds Yumiko's clique)
Puppets (8man&Haruno confrontation)(Hayama confession to Yumiko)
Avarice (Miura Yumiko monologues)
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[Pas Calais arc. Non-canon] all within 2 days
[Ties (Haruno invitation, 1st day) november 29
Purple (8man&Yumiko date/talk) nov. 30
Dangerous (8man/Yukinoshita confrontation) 7:00pm
Machiavellian (Hayato/Haruno/Yukino conflicts, Miyako intro.) 9:00pm
Façade (8man&Hayama confrontation) past ten, (10:45pm ?)
Schism (8man&Yumiko rising action, Yumiko's internal struggle)] way past eleven, (11:40 ?)
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December
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[Friction (Dec. 3, Thursday evening) (8man&Yumiko resolution, Yumiko&Hayato fight)
Sage (8man&Miyako talk)
Point (8man&Miyako talk)
Lucency (8man&Yumiko resolution)
Checkmate (8man&Haruno confrontation, rising action)]
[Shatter (Dec. 4, Friday evening-midnight) (Yumiko's attempt)
Withered (the attempt)
Despair (8man's monologues)
Fragments (8man&Saito confrontation, falling action)]
[Prejudice (Miyako&Saito confrontation, 8man monologues) (Dec.5)
Beneath (Miura backstory, rising action)]
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I'll say, the next part of the story will be loaded with political intrigues and suspense between the devil, the cynic and the three rival families.
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Extra; a comment I found on the Oregairu Wiki about Haruno ( below)
Given the amount of silence I've seen in this page since the last volume came out four months ago, I think it's fair to say that most of us agree that Wataru Watari made a mistake by wasting such a well-written character like Haruno in the conclusion of the series. I mean, she practically shaped the present of the story as a key figure in both Yukino and Hayato's past (as well as her possible involvement in Hachian's accident during his first year at highschool) and then WW decided to drop everything related to her and these topics in a rather anticlimactic resolution despite the dramatic confrontations between her and the service club and most importantly the uncertain emotional exchanges between her and Hachiman.
Let us remember that, as of Volume 13, it appeared that Yukino was going through some harsh situation, justifying all the melodrama and secrecy that had taken over the mood in the series during the latest volumes. And then, it turned out that nothing was wrong with her at all, and out of nowhere starts to "date" Hachiman. I don't like to complain, but it felt as if she pretended to be troubled just to get everyone's attention (including Hachiman and the readers). Seriously, I was expecting a coherent explanation for this odd behavior. Instead we got this fan service of an ending. Speaking of this, it's not an exaggeration to state that most fans enjoyed Volume 14 only because Hachiman ended up with Yukino, even if both of them acted way out of character (which is why I see this ending for what it is: AN UNDESERVED FAN SERVICE).
I did promise that I wouldn't write any other comment in this wiki, but there are still so many things to say about Haruno that I believe it was worth the effort to point this out. Unfortunately for us, as I suspected, Haruno was never meant for us to know entirely (much less to understand her), and it doesn't seem that the Anthology Volumes will even attempt to explore her character and all the trials she's been facing on her own at the hands of her parents and others. Instead, they will focus on Komachi and, of course, Yukino yet again.
That's what hurts me the most: that I'll never be able to discover the real Haruno beneath the mask.
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Now, let us try to unmask the character, that is Haruno Yukinoshita.